diff --git a/.circleci/config.yml b/.circleci/config.yml
index 3dc928069..7a8d5680d 100644
--- a/.circleci/config.yml
+++ b/.circleci/config.yml
@@ -191,8 +191,9 @@ jobs:
           name: Create virtual environment
           command: python3 -m venv venv
       - run:
-          name: Install python requirements
+          name: Install Python requirements of main app
           command: |
+            python3 -m venv venv
             . venv/bin/activate
             pip install --requirement dev_requirements.txt
       - run:
diff --git a/bundler/verify-bundle b/bundler/verify-bundle
index be715ce03..966bee1b2 100755
--- a/bundler/verify-bundle
+++ b/bundler/verify-bundle
@@ -22,8 +22,8 @@ if [[ "${BUNDLE_SIZE_BYTES}" -eq 0 ]]; then
   >&2 echo 'Bundle size is zero.'
   exit 1
 fi
-if (( "${BUNDLE_SIZE_BYTES}" > 10000000 )); then
-  >&2 echo 'Bundle size is larger than 10mb.'
+if (( "${BUNDLE_SIZE_BYTES}" > 15000000 )); then
+  >&2 echo 'Bundle size is larger than 15mb.'
   exit 1
 fi
 
diff --git a/debian-pkg/debian/rules b/debian-pkg/debian/rules
index ac05bc08d..054e63cc9 100755
--- a/debian-pkg/debian/rules
+++ b/debian-pkg/debian/rules
@@ -24,7 +24,11 @@ override_dh_installsystemd:
 override_dh_virtualenv:
 	# Skip install because TinyPilot doesn't need to run setup.py to install.
 	# Use the venv directory because that's where we've historically kept it.
-	dh_virtualenv --skip-install --install-suffix venv
+	dh_virtualenv \
+		--requirements=requirements.txt \
+		--install-suffix=venv \
+		--skip-install \
+		--upgrade-pip
 	# dh_virtualenv doesn't remove __pycache__ directories, so we clean them up
 	# manually.
 	find . -type d -name __pycache__ -prune -exec rm -rf {} \;
diff --git a/debian-pkg/debian/tinypilot.lintian-overrides b/debian-pkg/debian/tinypilot.lintian-overrides
index 0b73e73ae..4d4f661f6 100644
--- a/debian-pkg/debian/tinypilot.lintian-overrides
+++ b/debian-pkg/debian/tinypilot.lintian-overrides
@@ -1,5 +1,6 @@
 # Suppress complaints about third-party dependencies we don't control.
 tinypilot: script-not-executable [opt/tinypilot/venv/lib/python*/site-packages/greenlet/tests/test_version.py]
+tinypilot: script-not-executable [opt/tinypilot/venv/lib/python*/site-packages/pip*]
 tinypilot: script-not-executable [opt/tinypilot/venv/lib/python*/site-packages/pkg_resources/_vendor/appdirs.py]
 tinypilot: script-not-executable [opt/tinypilot/venv/lib/python*/site-packages/setuptools/command/easy_install.py]
 tinypilot: national-encoding opt/tinypilot/venv/lib/python*/site-packages/passlib/tests/sample1c.cfg
@@ -12,5 +13,6 @@ tinypilot: unusual-interpreter /opt/tinypilot/venv/bin/python [opt/tinypilot/ven
 tinypilot: unusual-interpreter /opt/tinypilot/venv/bin/python [opt/tinypilot/venv/bin/pip*]
 tinypilot: unusual-interpreter /opt/tinypilot/venv/bin/python [opt/tinypilot/venv/bin/wheel*]
 tinypilot: unusual-interpreter python [opt/tinypilot/venv/lib/python*/site-packages/greenlet/tests/test_version.py]
+tinypilot: unusual-interpreter python [opt/tinypilot/venv/lib/python*/site-packages/pip*]
 tinypilot: unusual-interpreter python [opt/tinypilot/venv/lib/python*/site-packages/pkg_resources/_vendor/appdirs.py]
 tinypilot: unusual-interpreter python [opt/tinypilot/venv/lib/python*/site-packages/setuptools/command/easy_install.py]